N-(Chlorophenyl)-N'-Hydroxyguanidine

Identification

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Name
N-(Chlorophenyl)-N'-Hydroxyguanidine
Accession Number
DB04559  (EXPT02578)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 185.611
Monoisotopic: 185.0355896
Chemical Formula
C7H8ClN3O
InChI Key
JYBXKTLYOMPMQY-UHFFFAOYSA-N
InChI
InChI=1S/C7H8ClN3O/c8-5-1-3-6(4-2-5)10-7(9)11-12/h1-4,12H,(H3,9,10,11)
IUPAC Name
3-(4-chlorophenyl)-1-hydroxyguanidine
SMILES
ONC(=N)NC1=CC=C(Cl)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UNitric oxide synthase, endothelialNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
181426
PubChem Substance
46505348
ChemSpider
157824
ChEMBL
CHEMBL323202
HET
PH3
PDB Entries
1dm6

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.635 mg/mLALOGPS
logP1.52ALOGPS
logP1.61ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)14.81ChemAxon
pKa (Strongest Basic)8.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area68.14 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.25 m3·mol-1ChemAxon
Polarizability17.61 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8603
Blood Brain Barrier+0.8989
Caco-2 permeable+0.5516
P-glycoprotein substrateNon-substrate0.7572
P-glycoprotein inhibitor INon-inhibitor0.9494
P-glycoprotein inhibitor IINon-inhibitor0.9642
Renal organic cation transporterNon-inhibitor0.8343
CYP450 2C9 substrateNon-substrate0.7633
CYP450 2D6 substrateNon-substrate0.8453
CYP450 3A4 substrateNon-substrate0.7032
CYP450 1A2 substrateInhibitor0.5588
CYP450 2C9 inhibitorNon-inhibitor0.8801
CYP450 2D6 inhibitorNon-inhibitor0.7326
CYP450 2C19 inhibitorNon-inhibitor0.7097
CYP450 3A4 inhibitorNon-inhibitor0.803
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7574
Ames testNon AMES toxic0.5916
CarcinogenicityNon-carcinogens0.5365
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.6741 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.73
hERG inhibition (predictor II)Non-inhibitor0.9482
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Halobenzenes
Direct Parent
Chlorobenzenes
Alternative Parents
N-hydroxyguanidines / Aryl chlorides / Propargyl-type 1,3-dipolar organic compounds / Organopnictogen compounds / Organochlorides / Organic oxygen compounds / Hydrocarbon derivatives
Substituents
Chlorobenzene / N-hydroxyguanidine / Aryl halide / Aryl chloride / Guanidine / Organic 1,3-dipolar compound / Propargyl-type 1,3-dipolar organic compound / Organic nitrogen compound / Organic oxygen compound / Organopnictogen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Tetrahydrobiopterin binding
Specific Function
Produces nitric oxide (NO) which is implicated in vascular smooth muscle relaxation through a cGMP-mediated signal transduction pathway. NO mediates vascular endothelial growth factor (VEGF)-induce...
Gene Name
NOS3
Uniprot ID
P29474
Uniprot Name
Nitric oxide synthase, endothelial
Molecular Weight
133287.62 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 06:08